4,5-Dimethylthiazole → Thiazolium, 3-(2-hydroxy-2-phenylethyl)-4,5-dimethyl-, chloride

HRID 1374928ノート

反応式

HRID 1374928 の反応式
[Cl:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[CH3:11][C:12]1[N:13]=[CH:14][S:15][C:16]=1[CH3:17]>O>[Cl-:1].[C:5]1([CH:3]([OH:4])[CH2:2][N+:13]2[C:12]([CH3:11])=[C:16]([CH3:17])[S:15][CH:14]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

4

反応物 2

HCID 625104,5-DimethylthiazoleHCID 928982-Chloro-1-phenylethanol

生成物 1

HCID 9838299Thiazolium, 3-(2-hydroxy-2-phenylethyl)-4,5-dimethyl-, chloride

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
135 °C

実験手順

The neat mixture of R (+) 2-chloro-1-phenylethanol (4.32 g., 27.6 mmol) and 4,5-dimethylthiazole (3.12 g, 27.6 mmol) were heated with stirring at 135° C. for 25 hrs. It was cooled to room temperature and water (30 mL) was added to the reaction mixture with stirring. The solution was extracted with ether (30 mL). The ether extract was again extracted with water (30 mL). The combined water layer was evaporated to dryness and the residue was crystallized with a mixture of acetonitrile and methyl tert-butyl ether. Yield: 0.44 g. (5.4%); mp. 187–189° C.; [α]D25+52.009 (Water, c=1.7824).

後処理

  1. temperaturewere heated
  2. temperatureIt was cooled to room temperature
  3. stirringwith stirring
  4. extractionThe solution was extracted with ether (30 mL)
  5. extractionThe ether extract
  6. extractionwas again extracted with water (30 mL)
  7. customThe combined water layer was evaporated to dryness
  8. customthe residue was crystallized with a mixture of acetonitrile and methyl tert-butyl ether

出典と根拠

ORDレコード
ord-b303480c87344e63b1bfb1137df6da67
出典データセット
uspto-grants-2007_01
特許番号
US07166625B2

反応ノート

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